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  • Lewis acid catalyzed cascade reaction to carbazoles and naphthalenes via dehydrative [3 + 3]-annulation.

Lewis acid catalyzed cascade reaction to carbazoles and naphthalenes via dehydrative [3 + 3]-annulation.

Organic letters (2014-06-25)
Shaoyin Wang, Zhuo Chai, Yun Wei, Xiancui Zhu, Shuangliu Zhou, Shaowu Wang
要旨

A novel Lewis acid catalyzed dehydrative [3 + 3]-annulation of readily available benzylic alcohols and propargylic alcohols was developed to give polysubstituted carbazoles and naphthalenes in moderate to good yields with water as the only byproduct. The reaction was presumed to proceed via a cascade process involving Friedel-Crafts-type allenylation, 1,5-hydride shift, 6π-eletrocyclization, and Wagner-Meerwein rearrangement.

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製品内容

Sigma-Aldrich
水, suitable for HPLC
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水, sterile-filtered, BioReagent, suitable for cell culture
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水, HPLC Plus
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水, Deionized
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ベンジルアルコール, ReagentPlus®, ≥99%
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ベンジルアルコール, United States Pharmacopeia (USP) Reference Standard
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プロパルギルアルコール, 99%
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ベンジルアルコール, puriss., meets analytical specification of Ph. Eur., BP, NF, 99-100.5% (GC)
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水, ACS reagent
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Distilled water
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ベンジルアルコール, puriss. p.a., ACS reagent, ≥99.0% (GC)
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E-Toxate Water, endotoxin, free
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水, for TOC analysis
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純水密度標準品, UKAS ISO/IEC17025 and ISO Guide 34 certified, density: 0.9982 g/mL at 20 °C, density: 0.9970 g/mL at 25 °C
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ベンジルアルコール, analytical standard